Holiday rentals in Chessington

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Top-rated holiday rentals in Chessington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern living area features a light-colored sectional sofa adorned with decorative pillows. A plush area rug complements the space, while a dining table with grey chairs is visible in the background. Bright, ambient lighting enhances the open layout, with a kitchen area showcased subtly beyond.
Flat
4.95 out of 5 average rating, 170 reviews

Elegant Epsom Flat in Period Building

Our spaces are designed solely for the use of our guests, not someone elses home rented while they are away for a while. Neither do we think of them as serviced apartments, we try to create spaces where you will feel at home from the moment you walk through the door. We do not cut corners and consistently invest in our properties to create an environment we would want to live in ourselves. We do charge a bit more but everything you need to run the apartment is in the price, whether its the bathroom toileteries, the dishwasher tablets and whatever you need for all the appliances and even the bathrobes and the hairdryers. We stock the fridge with the basics as we know the last thing you want to do after a long trip is to have to make that trip to the supermarket to buy that pint of milk. We like to welcome our guests personally on arrival, but if you wish checkin can be as easy as punching in the code into the lockbox outside the front door, And at departure, simply leave the keys on the table and close the door behind you. No more anxious waiting at reception as someone departs to your room to audit what you said you had from the minibar. Our goal is to make travelling easier combining the comfort of a home from home with the attention to detail of a hotel. We are very grateful to the guests who have given us such kind feedback and we hope to welcome you to stay with us in Epsom in the future. Well essentially, its your home for the duration you are with us. You have the keys. You have access to the whole flat. Noone is going to show up unexpected. We have secure parking outside. We can provide additional services such as cleaning and bedding and linen change at a small extra charge on request and with advance notice we can provide surprise special touches for you on arrival for those important or romantic occasions. We are available at short notice to help with any issues which guests may face - though we will leave you to your own devices. For stays of 7 days or more we offer are least one cleaning and bedding change a week. The apartment is situated right in the town centre, so everything is available right outside the door. Major restaurants and shops are within a five-minute walk, and it's close to the station. The location could not be better or more convenient. We have secure private parking and can accomodate 1 car per apartment. There are other parking options nearby most notably the Ashley centre which is a 5 minute walk. The station is about 300 metres away. Uber is pretty good and usually arrive in less than 10 minutes. The best local taxi firm in our view is Clocktower Cars which is in our House Manual.

Guest favourite
A bright and airy living space is illuminated by natural light, showcasing large windows that provide views of the river and surrounding greenery. Light wooden flooring complements the white walls and modern furnishings, including a dining table and chairs positioned near the window.
Apartment
4.89 out of 5 average rating, 144 reviews

Flat overlooking the river at Hampton Court

A unique self-contained flat with panoramic views over the Thames at Hampton Court, suitable for a couple or single and available for longer lets of up to one month. Situated on the upper deck of a modern floating home, with all mod cons as standard, the flat has a spacious living room / kitchen, together with compact bedroom and en-suite bathroom, and is accessed via its own stair-case. The island where the houseboat is moored is easily accessible via its own road bridge, with safe parking.

Top guest favourite
The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.
Guest house
4.96 out of 5 average rating, 310 reviews

Ground floor studio with private entrance

A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

Top guest favourite
A large, weeping willow tree stands in a lush green lawn, providing shade. The expansive views of rolling fields and scattered trees extend into the distance, under a cloudy sky that hints at a peaceful countryside atmosphere.
Flat
4.98 out of 5 average rating, 169 reviews

The View @ Heasmans

Newly converted apartment in a stunning Sussex house on the edge of Ashdown Forest with far reaching views over it. Self contained one bedroom space with large sitting room/kitchen and direct access onto beautiful gardens. Tunbridge Wells 15 mins, Gatwick and Lewes only 30mins away yet completely peaceful tucked away in secluded countryside. Forest Row is a lively village with many places to eat, drink and shop, from organic greengrocers to boutiques. Many excellent country pubs nearby too.

Guest favourite
The modern living area features a bright, open space with a cozy seating arrangement and a dining table for four. A large piece of artwork with a coastal theme is displayed on the wall. Warm light fixtures and a green plant add a touch of liveliness.
Flat
4.9 out of 5 average rating, 138 reviews

Hampton Court Lodge

Our beautiful, two storey apartment is spacious, modern and light. Only 2 mins walk from the river and its riverside cafes. Featuring large master bedroom with bathroom ensuite, dining for up to 4, kitchen and lounge area with views of the meadow. 8 mins river walk to Hampton Court Station (19 mins to Wimbledon,35 mins Waterloo) and Hampton Court Village on Bridge Road with its fantastic antique shops and eateries on Bridge Road. Hampton Court Palace and Royal Bushy Park are 10-15 mins walk.

Top guest favourite
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage
5 out of 5 average rating, 152 reviews

A Hidden Gem

A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Top guest favourite
The exterior of the Georgian dwelling is framed by lush greenery, featuring a variety of plants and trees. A well-kept staircase leads to the entrance, showcasing the brick facade and charming windows. Natural light enhances the inviting atmosphere of the surroundings.
Flat
4.99 out of 5 average rating, 135 reviews

Clive House, Portsmouth Road, Esher, KT10 9LH

Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.

Guest favourite
A stylish cabin interior showcases a warm wood structure, featuring a cozy sleeping area with a neatly made bed. A round dining table is paired with two chairs, illuminated by soft lighting. An outdoor seating area is visible through the window, surrounded by wooden fencing.
Cabin
4.91 out of 5 average rating, 112 reviews

London & Surrey Cub House

Your own private stylish cabin, own entrance, self check-in. King-size bed, en-suite, kitchenette & private outside space. 8min walk to 2 stations into central London (Waterloo 25min, Wimbledon 15min). Good links to Hampton Court, Kingston upon Thames, Surrey walks and villages. Superloop 7 Bus (SL7) direct to and from Heathrow Airport, 1hour. Very quiet residential road with free parking. No more than 2 guest permitted at anytime on the property. No smoking/vaping on the property.

Top guest favourite
A modern living area features a plush gray sectional sofa adorned with colorful pillows. A patterned area rug adds warmth to the space, while a wall mirror reflects light. Adjacent, a compact dining area is seen, with a small table and chairs, leading into an open kitchen.
Guest house
4.93 out of 5 average rating, 157 reviews

Private luxury apartment with free Secure parking

Outbuilding with front free parking (only 1 car per booking). Peaceful surroundings with west facing sun (longer days) and wildlife. Close amenities with 24 hour gas station and close shops near by, 7 mins to Epsom town and 6 mins to Chessington world of adventures (by car) and 30 mins trains straight to Waterloo. Very secure apartment as there is CCTV outside in the main house. You will truly enjoy this quiet luxury apartment. *Discount will be offered to returning guests*

Top guest favourite
A spacious loft room features a comfortable double bed with soft linens and neatly rolled towels. A cozy seating area includes two chairs and a small dining table. Natural light streams in from a skylight and window adorned with patterned curtains, contributing to a bright atmosphere.
Guest house
4.97 out of 5 average rating, 316 reviews

Quaint Self-contained Loft Studio nr Hampton Court

Quaint, quirky, clean and bright for you to relax in private, coming and going as you wish. Nestled in a safe, quiet area, perfectly situated for Hampton Court, Sandown Park Racing, Wimbledon Tennis, Bushy Park with its wild deer, the Thames and great shopping in Kingston. Breakfast included with pubs and restaurants nearby. Within walking distance of two railway stations, direct into London. Twickenham Stadium is just under 30 minutes away. Plenty of free on-street parking.

Top guest favourite
A bright lounge area features a comfortable sofa with plaid cushions, alongside a dining table and chairs. Large skylights and glass doors illuminate the space, opening to a patio garden filled with greenery. Two framed artworks enhance the inviting ambiance.
Guest house
5 out of 5 average rating, 279 reviews

Self Contained Cottage in Thames Ditton Village

Beautiful self contained 1 bedroom cottage in the grounds of one of Thames Ditton’s oldest properties. Superbly located next to the river with pubs, restaurants, coffee shops, and village stores close by. Thames Ditton is a pretty village located close to Hampton Court, Surbiton, and Kingston Upon Thames and 30 minutes by train to London Waterloo. Go Boat hire is a minutes walk and the slipway to the Thames is opposite the house if you have your own paddle board/canoe.

Guest favourite
The exterior of a spacious two-story house is captured, featuring a blend of textured cream and brick siding. A neatly landscaped front garden includes vibrant greenery. A driveway accommodates a parked vehicle, and a secure entrance with a decorative door is visible.
Home
4.92 out of 5 average rating, 118 reviews

Cheerful 5 bedroom house with off street parking

Bring the whole family to this great place with lots of room for fun. The house is very spacious with a good sized garden. Four double bedrooms and one single bedroom. Master suite with ensuite bathroom. Main bathroom and also shower room downstairs. Plenty of kitchen area with bar seating and also washing machine in separate annexe area. Excellent transport facilities nearby with both buses and trains. Very close to The Epsom Downs Racecourse. Excellent walking area.

Popular amenities for Chessington holiday rentals

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Chessington?

    Chessington has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Chessington?

    Experience the best of Chessington with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Chessington?

    Four-legged friends are welcome in Chessington. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Chessington?

    Yes! Work meets play with ease at over 10 vacation rentals in Chessington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Chessington?

    Make yourself at home in Chessington by choosing from our most frequently booked neighborhoods. We have over 2,970 vacation rentals in Chessington, over 120 vacation rentals in Malden Rushett, and over 990 vacation rentals in Hook.

  • Do house rentals in Chessington have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Chessington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chessington have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Chessington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chessington have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Chessington. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Chessington

  • Total holiday rentals

    Explore 50 holiday rentals in Chessington

  • Nightly prices starting at

    Chessington holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Chessington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chessington rentals

  • 4.8 Average rating

    Chessington stays are highly rated by guests – averaging 4.8 out of 5!

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